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The Best Caribbean Cruises to Book for 2026
['Scott Laird', 'Mariette Williams', 'Brian Major']
Condé Nast Traveler
The new Four Seasons I will sail its debut Caribbean season this winter. Experience: Be among the first to sail aboard the new Four Seasons I on its debut Caribbean season with this week-long sailing from St. Maarten to Miami. Yachting classics define the ports on this itinerary, with calls at Antigua and Anguilla, a yacht club day at Four Seasons–exclusive Norman’s Cay in the Bahamas, and another full day spent at anchor nearby Diamond Cay to enjoy watersport activities from the ship’s built-in marina.